3-(1-哌啶基)苯甲酸甲酯合成路线 （共 13 条）
反应条件
lithium hydroxide in 1,4-dioxane; water T=40°C; 1 h;
参考文献
Journal of Medicinal Chemistry, , vol. 40, # 3 p. 331 - 341
反应条件
in 1,4-dioxane; water
反应条件
caesium carbonate; P(i-BuNCH2)3CMe; tris(dibenzylideneacetone)dipalladium (0) in toluene
T=110°C; Buchwald-Hartwig amination reaction; 24 h;
参考文献
Iowa State University Research Foundation, Inc.
Patent: US7385058 B1, 2008 ;
Location in patent: Page/Page column 27-30; 35 ;
反应条件
borane-THF in tetrahydrofuran
1 h; Heating;
参考文献
Ferring-Research Limited; Yamanouchi Pharmaceutical Co. Ltd.
Patent: US5728829 A1, 1998 ;
反应条件
tetreamethyl ammonium hydroxide; ethyl 2-oxo-cyclohexanecarboxylate; copper(l) chloride in dimethyl sulfoxide
T=80°C; 24 h; Inert atmosphere;
参考文献
Feng, Yi-Si; Man, Qiu-Shi; Pan, Pan; Pan, Zong-Qin; Xu, Hua-Jian
Tetrahedron Letters, 2009 , vol. 50, # 21 p. 2585 - 2588
反应条件
1: 32 percent / pyridine / CH2Cl2 / Ambient temperature
2: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h
3: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature
4: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h
5: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating
View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
1: SOCl2 / 1 h / Ambient temperature
2: 32 percent / pyridine / CH2Cl2 / Ambient temperature
3: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h
4: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature
5: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h
6: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating
View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
1: 32 percent / pyridine / CH2Cl2 / Ambient temperature
2: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h
3: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature
4: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h
5: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating
View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
1: 88 percent / acetyl chloride / 1 h / Heating
2: 32 percent / pyridine / CH2Cl2 / Ambient temperature
3: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h
4: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature
5: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h
6: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating
View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
反应条件
1: 1.) 9-BBN, 2.) 1M aq. NaOH, 27percent aq. H2O2 / 1.) THF, RT, 3 h, 2.) THF, 40 deg C, 1 h
2: CBr4, PPh3 / CH2Cl2 / 2 h / Ambient temperature
3: 1.) NaH, 2.) KI / 1.) DMF, RT, 10 min, 2.) DMF, 70 deg C, 4 h
4: 90 percent / borane-THF complex / tetrahydrofuran / 1 h / Heating
View Scheme
参考文献
Semple, Graeme; Ryder, Hamish; Rooker, David P.; Batt, Andrzej R.; Kendrick, David A.; Szelke, Michael; Ohta, Mitsuaki; Satoh, Masato; Nishida, Akito; Akuzawa, Shinobu; Miyata, Keiji
Journal of Medicinal Chemistry, 1997 , vol. 40, # 3 p. 331 - 341
